Isle of Wight, VA Real Estate Search

Isle of Wight, VA Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Isle of Wight, VA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Isle of Wight, VA real estate market? Sign up for a  Isle of Wight, VA Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Isle of Wight, VA Homes with a Pool for Sale

556 Caren Drive, North Central Virginia Beach
$485,000
5 Beds ⋅ 4.1 Baths ⋅ 10651778 MLS
Welcome to this exceptionally versatile and beautifully updated 5-bedroom, 4.5-bathroom home! Offering a classic facade with brick accents and a wide paved driveway, this property features a rare floor plan suited for large households, multi-generational living, or hosting guests. Step inside to a bright living room highlighted by gorgeous luxury vinyl plank (LVP) flooring, massive windows, and a stunning white painted brick fireplace. The inviting layout flows seamlessly into a spacious eat-in kitchen featuring tile floors, rich wood cabinetry, dark countertops, and stainless steel appliances. The downstairs level boasts TWO primary en suites, offering unparalleled main-floor convenience! These private retreats include beautiful LVP flooring, generous closet storage, and stylishly updated bathrooms with custom tiled showers. Head up the charming wood-tread stairs to the second floor, where warm wood floors span the central hallway. Upstairs, you will find a third impressive en suite bedroom. Two additional generous bedrooms with beautiful hardwood floors and ceiling fans share a beautifully appointed hallway bathroom featuring classic hexagon floor tile. Throughout the home, appreciate modern touches such as spacious walk-in closets, efficient mini-split climate-control units, and elegant wood vanities with stone tops. Continuous modern flooring runs through the main entryways and halls. Outside, the fenced backyard is a true entertainer's dream! Enjoy a sprawling custom stone patio with a built-in fire pit, alongside a large wooden deck surrounding an above-ground pool. The yard also offers two substantial storage sheds and a fantastic space with custom raised garden beds and mature landscaping. With its incredible footprint and modern upgrades, this home is completely move-in ready. Schedule your private showing today!

556 Caren Drive, North Central Virginia Beach

9327 Rivershore Drive, Northeast Suffolk
$800,000
5 Beds ⋅ 3.1 Baths ⋅ 10651760 MLS
Welcome home to Eclipse, a 250 year old fishing village that still brings the community together! From Ebener’s Harvest Festival and Pickleball league to fish fry’s, Oyster Roast, Beer, Bands and BBQ events through the community hall to the very celebrated July 4 day long celebration, there is always something to participate in. 9327 was built in 1989 and is a house for fun, gathering and celebrations. With nearly 1 full acre of land, create your own soccer, volleyball or baseball field. On the other side of the yard, the pool awaits that summer heat for your cooling pleasure. As you enter the house to the massive Great Room and its newly refinished floors, with enough space for seating and a pool table. The two extra-large sliding glass doors offer light, along with the high ceiling and huge crank windows by Anderson with a lifetime warranty. The large entry offers a seating area or create your drop zone -but with three closets in the immediate area, you probably won’t need it. A large dining room featuring newly refinished floors, boasts seating large enough for 16 at the table and still with space for a buffet or two. The newly remodeled kitchen with tile floors is bright and welcoming, with an octagonal room for the family breakfasts and dinners. The master is ENORMOUS with a easy entry shower for two, water closet, huge walk-in closet and a sliding glass door out to the massive back deck. Once you get to the second floor with new carpet, FROG and an extra storage closet, you’ll find two huge bedrooms and baths on EACH side of the catwalk. This is a home surrounded by a community. Stroll down to the James River, Chuckatuck Creek, or Johnson & Son’s Seafood for truly fresh clams and oysters for dinner!

9327 Rivershore Drive, Northeast Suffolk

122 Pinewood Road, Northeast Virginia Beach
$2,250,000
4 Beds ⋅ 5 Baths ⋅ 10651695 MLS
Motivated Seller Imagine ending the day on your own dock, glass in hand, watching the sun drop over the water with nothing between you and the horizon. That is everyday life at this Bay Colony waterfront retreat, a 0.95-acre peninsula in Linkhorn Park wrapped in panoramic water views and roughly 650 feet of rip-rap bulkhead. Boaters, this is the address you have been waiting for. Two docks, a boat lift, and approximately 6 feet at mean low tide mean true deep-water, navigable access straight off your own bulkhead. Untie the lines, run out to the Chesapeake Bay and the Atlantic for a morning of deep-sea fishing, and be home in time to grill your catch beside the pool. No ramp lines, no marina waitlist, no trailering: the water is simply there whenever you want it. Keep the big boat on the lift, kayaks and paddleboards at the dock. Sunrise coffee on the water, sunset cruises, tight lines all summer, all from your own back yard. Professional Photos coming. Inside, 4050 sq ft unfolds over two stories with 4 bedrooms and 5 full baths. The primary suite is a genuine escape: a private balcony above the water and pool, its own fireplace, walk-in closet, and jetted tub. Cathedral ceilings and skylights pour light through the living areas, while a stone wood-burning fireplace anchors the room on cool evenings. A large dining area, breakfast area, bar, and pantry were made for entertaining. A first-floor bedroom and full bath add flexibility, and the attached in-law suite with private bath makes an ideal guest wing or home office. Step outside to a heated saltwater in-ground pool set between the house and the water, plus a fenced yard, balcony, and storage shed. Minutes to the Oceanfront, Cape Henry, and First Landing State Park. Built in 1947 and solid, this home is ready for your updates and priced to reflect it, a rare chance to build serious equity on water this good. Deep water like this is not made anymore, and it does not stay available long. Call today for your private tour.

122 Pinewood Road, Northeast Virginia Beach

908 Kings Cross, North Central Virginia Beach
$995,000
4 Beds ⋅ 3 Baths ⋅ 10651137 MLS
Tucked into a convenient nearly half acre in sought after Middle Plantation, this immaculate, beautifully appointed brick home pairs resort- style living with exceptional craftsmanship. Every improvement has been thoughtfully approached using premium materials and systems. Ready to enjoy from day one, it’s the kind of home that makes every day feel like vacation. The heart of the home is a beautifully appointed gourmet kitchen with abundant cabinetry, granite countertops, center island with gas cooktop, stainless steel appliances, and sun-kissed breakfast area overlooking the back yard. The spacious family room with its gas fireplace and impressive custom wet bar creates a natural gathering space, while formal living and dining rooms offer additional room for entertaining. An expansive bonus room provides even more flexibility. The primary suite feels like a retreat of its own, with a spa inspired bath featuring dual vanities, beautiful tile work, a Jacuzzi tub, and an oversized glass-enclosed shower. Generously sized bedrooms and secondary baths carry the same sense of comfort and quality throughout the home. But step outside and discover what truly sets this home apart: Surrounded by mature trees and lush landscaping, the backyard boasts a heated salt water pool, a thousand feet of paver surround, and a refurbished deck beneath a canopy of trees. A powered custom built pool shed and multiple outdoor gathering areas make it easy to imagine summer afternoons becoming long evenings with friends. Improvements here go far beyond what you can see. Premium Anderson windows, a whole-house Generac 22KW generator, a fully encapsulated crawl space with a dehumidifier, upgraded 17 seer two zone HVAC, highly efficient Rinnai tankless hot water heater, and other substantial upgrades provide the kind of efficiency, comfort and peace of mind that buyers rarely find all in one home. A spacious two car garage and abundant storage complete this exceptional property. This is more than a beautifully renovated home — it’s a life style. Come experience it for yourself!

908 Kings Cross, North Central Virginia Beach

12255 Waterview Trail, Isle of Wight - North
$649,999
6 Beds ⋅ 4.2 Baths ⋅ 10649572 MLS
Welcome to 12255 Waterview Lane in Carrollton, a rare opportunity offering space, privacy, versatility, and access to the water, all in an incredible location! Situated on over 3 acres, this spacious home offers over 3,000 square feet of living space with a total of 6 bedrooms and 4 full bathrooms, providing plenty of room for a large or multigenerational household. One of the standout features of this property is the fully equipped in-law suite located above the garage. This private living space adds 2 additional bedrooms and a full bathroom, for an extended family. The flexibility this property provides is hard to find! The main home offers generous living areas and plenty of potential for the next owner to make it their own. With just a little work and a few cosmetic updates, this property could be transformed into an incredible private oasis. Whether you’re looking to modernize the finishes, create your dream outdoor entertaining space, or simply enjoy the acreage and privacy, the possibilities are endless. For those who love the water, this property also offers access to deep water, giving you the opportunity to enjoy everything that makes waterfront living in Carrollton so desirable. Spend your days boating, fishing, kayaking, or simply relaxing and enjoying the peaceful surroundings. And the location is hard to beat. Enjoy the privacy and space of over 3 acres while still being conveniently located to Smithfield, Suffolk, Newport News, shopping, dining, schools, and major routes throughout Hampton Roads. Over 3,000 square feet. Over 3 acres. 6 bedrooms. 4 full bathrooms. Private in-law suite. Deep-water access. Incredible location. Bring your vision and make 12255 Waterview Lane your own. With the space, acreage, water access, and versatility this property offers, the potential is truly something special!

12255 Waterview Trail, Isle of Wight - North

4719 Eskerhills, James City Co Middle
$1,450,000
4 Beds ⋅ 5.1 Baths ⋅ 10650259 MLS
Truly extraordinary! Custom built in 2020 by Wayne Harbin, this nearly new Westport residence pairs 4,283 square feet of exceptional living space with 3.37 acres of TOTAL privacy—and a backyard that is simply unforgettable. Contemporary in feel and filled with unexpected upgrades, the home offers an open floor plan designed for both everyday living and exceptional entertaining. A spectacular chef’s kitchen features gas cooking, double Bosch French-door ovens, Bosch convection microwave, built-in Elkay water dispenser, beverage refrigerator, walk-in pantry, a leathered quartzite center island and luxurious black leathered granite perimeter countertops. The kitchen and spacious breakfast area open on one side to the great room and on the other to a vaulted family room, with both spaces offering inviting fireplaces. The elegant dining room is highlighted by beautiful wainscoting and a Restoration Hardware chandelier. The spacious first-floor primary suite features a spa-like bath with double sinks, soaking tub and a generous zero-entry shower with multiple shower heads. The exceptional walk-in closet has been beautifully outfitted with a California Closets system. Upstairs is a spacious second primary suite along with two additional bedrooms, each with an en suite bath and gorgeous custom-tiled shower. A fabulous office/craft/rec room with extensive built-ins offers tremendous flexibility. The outdoor living spaces are truly remarkable. A screened porch and composite deck overlook a spectacular private backyard oasis, equally suited for large parties or quiet relaxation. The custom saltwater pool offers both a heater and chiller and is complemented by a hot tub and multiple water features. One entertaining area features a gas firepit, while another offers a Breo firepit surrounded by a soothing waterfall creek. A large Astroturf play area provides wonderful space for golf practice, volleyball and more. Additional features include a sealed crawlspace and whole-house generator.

4719 Eskerhills, James City Co Middle

1303 Harris Road, North Central Virginia Beach
$2,275,000
6 Beds ⋅ 5.1 Baths ⋅ 10649890 MLS
Exceptional custom all-brick estate situated on 1.13 private acres with tidal water access, offering 6 bedrooms, 5.5 baths and an impressive collection of luxury amenities. Designed for both everyday living and entertaining, this distinctive property combines exceptional craftsmanship, expansive living spaces and resort-style amenities. At the heart of the home is an oversized chef’s kitchen featuring custom cabinetry, Cambria quartz countertops, a massive center island and built-in banquette with abundant space for gathering. An incredible custom movie theater features a 133" screen, theater seating and premium A/V. Exceptional craftsmanship is showcased throughout with hand-carved bamboo flooring, Brazilian cherry, coffered and tray ceilings, triple crown molding, custom millwork and 20' vaulted ceiling. Two primary suites provide outstanding flexibility for guests and multigenerational living. The primary retreat features a sauna, heated floors and oversized walk-in closets with its own private laundry room, while the. The backyard is designed as a private outdoor retreat with a covered patio, granite outdoor kitchen, custom pavers, heated in-ground saltwater pool with automatic cover and backyard tidal water for kayaking and paddleboarding. The expansive 1.13-acre property provides a rare combination of space, privacy, water access and resort-style outdoor living. Additional features include two laundry rooms, central vacuum, built-in aquarium, generator and approximately 1,900 SF of unfinished third-floor space offering tremendous potential for storage, recreation, hobbies or future finished space. HVAC infrastructure is already installed to the third floor, providing additional flexibility for future use, subject to applicable approvals and permitting. From the expansive chef’s kitchen and private theater to the resort-style backyard, water access, versatile floor plan and architectural details, this one-of-a-kind property offers an exceptional combination of craftsmanship, space, privacy and amenities. Assumable loan 2.375%

1303 Harris Road, North Central Virginia Beach

4007 Arrowhead Point Court, Northwest Virginia Beach
$2,150,000
6 Beds ⋅ 4 Baths ⋅ 10649974 MLS
This spacious Georgian-style, waterfront estate on 1.53 acres in sought-after Thoroughgood. Tucked away at the end of a private cul-de-sac, this stately all-brick residence offers 5,483 square feet, six bedrooms, four full baths and expansive water views across three spacious living levels. Morning sunrises create a beautiful backdrop for a home designed to enjoy the water from nearly every angle. The dramatic great room features soaring cathedral ceilings and a striking stone fireplace, while the updated kitchen, breakfast area, sunroom and multiple gathering spaces provide an ideal setting for everyday living and entertaining. Oversized media and recreation rooms open toward the waterfront, pool and outdoor living areas. A first-floor primary suite offers convenience and privacy, with an additional in-law suite and flexible rooms providing plenty of options for guests, a home office or multigenerational living. Outside, enjoy a true waterfront retreat with an inground pool, hot tub, deck, balcony, bulkhead, private dock, boat lift, ramp and deep-water access from a protected cove. Additional highlights include two fireplaces, skylights, a walk-in attic, abundant storage, an attached two-car garage. Ideally located near Chic’s Beach, Bayville Golf Club, Bayville Farms Park and the restaurants and marinas of Shore Drive, with convenient access to Town Center, Norfolk International Airport, JEB Little Creek–Fort Story and I-64. A rare opportunity to enjoy privacy, generous space and an exceptional boating lifestyle in one of Virginia Beach’s most established waterfront communities.

4007 Arrowhead Point Court, Northwest Virginia Beach

Start Your Search

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

How much is your home worth?

Get instant property value now!